Literature DB >> 31184488

Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Organosilanes by Donor/Acceptor Carbenes Derived from Aryldiazoacetates.

Zachary J Garlets1, Elliot F Hicks1, Jiantao Fu1, Eric A Voight2, Huw M L Davies1.   

Abstract

The regioselective and enantioselective intermolecular sp3 C-H functionalization of silicon-substituted alkanes with aryl diazoacetates was accomplished using the recently developed dirhodium catalyst Rh2( S-TPPTTL)4. These reactions generate a diverse array of stereodefined substituted silacycloalkanes with high enantioselectivity and diastereoselectivity.

Entities:  

Year:  2019        PMID： 31184488      PMCID： PMC7526748          DOI： 10.1021/acs.orglett.9b01833

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  22 in total

Review 1.  Exploitation of silicon medicinal chemistry in drug discovery.

Authors:  John S Mills; Graham A Showell
Journal:  Expert Opin Investig Drugs       Date:  2004-09       Impact factor: 6.206

Review 2.  The synthesis of biologically active organosilicon small molecules.

Authors:  Annaliese K Franz
Journal:  Curr Opin Drug Discov Devel       Date:  2007-11

3.  Silicon ring strain creates high-conductance pathways in single-molecule circuits.

Authors:  Timothy A Su; Jonathan R Widawsky; Haixing Li; Rebekka S Klausen; James L Leighton; Michael L Steigerwald; Latha Venkataraman; Colin Nuckolls
Journal:  J Am Chem Soc       Date:  2013-11-23       Impact factor: 15.419

4.  Sila-substitution--a useful strategy for drug design?

Authors:  R Tacke; H Zilch
Journal:  Endeavour       Date:  1986       Impact factor: 0.444

5.  Desymmetrization of cyclohexanes by site- and stereoselective C-H functionalization.

Authors:  Jiantao Fu; Zhi Ren; John Bacsa; Djamaladdin G Musaev; Huw M L Davies
Journal:  Nature       Date:  2018-12-19       Impact factor: 49.962

6.  Site-selective and stereoselective functionalization of non-activated tertiary C-H bonds.

Authors:  Kuangbiao Liao; Thomas C Pickel; Vyacheslav Boyarskikh; John Bacsa; Djamaladdin G Musaev; Huw M L Davies
Journal:  Nature       Date:  2017-11-20       Impact factor: 49.962

7.  Rhodium-Catalyzed Insertion of Carbenoids into beta C-H Bonds of Silacycloalkanes: A Facile and General Approach to Functionalized Silacycloalkanes.

Authors:  Yasuo Hatanaka; Masahiro Watanabe; Masato Tanaka; Hideki Sakurai
Journal:  J Org Chem       Date:  1998-02-06       Impact factor: 4.354

8.  Role of sterically demanding chiral dirhodium catalysts in site-selective C-H functionalization of activated primary C-H bonds.

Authors:  Changming Qin; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2014-06-30       Impact factor: 15.419

Review 9.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

10.  Harnessing the β-Silicon Effect for Regioselective and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization by Donor/Acceptor Carbenes Derived from 1-Sulfonyl-1,2,3-triazoles.

Authors:  Zachary J Garlets; Huw M L Davies
Journal:  Org Lett       Date:  2018-04-11       Impact factor: 6.005
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  1 in total

1.  Distal Allylic/Benzylic C-H Functionalization of Silyl Ethers Using Donor/Acceptor Rhodium(II) Carbenes.

Authors:  Janakiram Vaitla; Yannick T Boni; Huw M L Davies
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-12       Impact factor: 15.336
  1 in total

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